deoxyepinephrine

Summary

Summary: Sympathomimetic, vasoconstrictor agent.

Top Publications

  1. McLaren J, Herman D, Brubaker R, Nau C, Wayman L, Ciarniello M, et al. Effect of ibopamine on aqueous humor production in normotensive humans. Invest Ophthalmol Vis Sci. 2003;44:4853-8 pubmed
    Ibopamine is a prodrug of epinine (deoxyepinephrine) that exhibits activity at dopaminergic and adrenergic receptors...
  2. Bellotti G, Moraes A, Bocchi E, Esteves Filho A, Medeiros C, Graziosi P, et al. [Acute effects of ibopamine on left ventricular mechanics and contractility in patients with idiopathic dilated cardiomyopathy]. Arq Bras Cardiol. 1996;67:87-91 pubmed
    ..The effects of ibopamine (IBO) on left ventricular (LV) mechanics and contractility have not been described. The aim of this study was to test the hypothesis that IBO has a contractile effect at a dose of 200 mg...
  3. Pyo M, Yun Choi H, Hong Y. Apparent heterogeneous responsiveness of human platelet rich plasma to catecholamines. Platelets. 2003;14:171-8 pubmed
    ..The observation on heterogeneous responsiveness to catecholamines with PRP of Korean volunteers is quite different from the previous report with PRP of presumably mostly Caucasians...
  4. Stricker B, Feenstra J, Ottervanger J, Porsius A, Grobbee D. A nested case-control study on mortality in users of ibopamine. Neth J Med. 1997;51:163-8 pubmed
    ..The objective was to study mortality in patients on ibopamine, and to assess risk factors for death...
  5. Kopia G, Ohlstein E, Ruffolo R. Systemic and coronary hemodynamic actions of the novel inotropic agent, ibopamine, and the de-esterified metabolite and active form, epinine: relationship to left ventricular performance in the dog. J Pharmacol Exp Ther. 1988;246:434-40 pubmed
    ..However, neither drug increased myocardial work, myocardial oxygen consumption or contractility to a greater extent than the increase in coronary blood flow.(ABSTRACT TRUNCATED AT 250 WORDS)..
  6. Barbosa D, Capela J, Oliveira J, Silva R, Ferreira L, Siopa F, et al. Pro-oxidant effects of Ecstasy and its metabolites in mouse brain synaptosomes. Br J Pharmacol. 2012;165:1017-33 pubmed publisher
  7. Mueller M, Peters F, Ricaurte G, Maurer H. Liquid chromatographic-electrospray ionization mass spectrometric assay for simultaneous determination of 3,4-methylenedioxymethamphetamine and its metabolites 3,4-methylenedioxyamphetamine, 3,4-dihydroxymethamphetamine, and 4-hydroxy-3-methoxymetham. J Chromatogr B Analyt Technol Biomed Life Sci. 2008;874:119-24 pubmed publisher
    ..The method was successfully validated with respect to selectivity, linearity, accuracy, precision, recovery, and matrix effect and its use should help to delineate the neurotoxic mechanism of action of MDMA...
  8. Lopez Sendon J. Hemodynamic and neurohumoral effects of ibopamine in patients with chronic congestive heart failure. Cardiology. 1990;77 Suppl 5:9-21 pubmed
  9. Missale C, Metra M, Sigala S, Memo M, Dei Cas L, Spano P. Inhibition of aldosterone secretion by dopamine, ibopamine, and dihydroergotoxine in patients with congestive heart failure. J Cardiovasc Pharmacol. 1989;14 Suppl 8:S72-6 pubmed

More Information

Publications62

  1. Cass W, Zahniser N, Flach K, Gerhardt G. Clearance of exogenous dopamine in rat dorsal striatum and nucleus accumbens: role of metabolism and effects of locally applied uptake inhibitors. J Neurochem. 1993;61:2269-78 pubmed
  2. Wehling M, Zimmermann J, Theisen K. Extracardial effects of oral ibopamine versus furosemide in patients with mild or moderate heart failure. A double-blind, randomized trial. Cardiology. 1990;77 Suppl 5:81-8 pubmed
    ..Ibopamine does not produce undesirable renal side effects, but affects the neurohumoral status favourably. This drug, thus, could be useful as an adjuvant therapy in mild heart failure...
  3. Teisman A, Buikema H, van Veldhuisen D, de Zeeuw D, van Gilst W. Direct vasodilating effects of the new dopaminergic agonist Z1046 in human arteries. J Cardiovasc Pharmacol. 2000;35:581-5 pubmed
    ..Because of its total receptor profile, Z1046 appears to be more favorable for treatment of heart failure than is ibopamine...
  4. Cavalli A, Riva E, Schleman M, Abbondati G, Fuccella L. Ibopamine as a substitute for digitalis in patients with congestive heart failure on chronic digoxin therapy. Smith Kline and French Ibopamine Group. Int J Cardiol. 1989;22:381-7 pubmed
  5. Carvalho M, Remião F, Milhazes N, Borges F, Fernandes E, Carvalho F, et al. The toxicity of N-methyl-alpha-methyldopamine to freshly isolated rat hepatocytes is prevented by ascorbic acid and N-acetylcysteine. Toxicology. 2004;200:193-203 pubmed
    ..Oxidative stress may play a major role in N-Me-alpha-MeDA-induced hepatic toxicity since antioxidant defense systems are impaired and administration of antioxidants prevented N-Me-alpha-MeDA toxicity...
  6. Kniestedt C, Romppainen T, Gloor B, Sturmer J. [Positive ibopamine provocative test in normal-tension glaucoma suspects]. Klin Monbl Augenheilkd. 2007;224:255-9 pubmed
    ..Ibopamine is an alpha-adrenergic agent and causes an elevation of intraocular pressure in eyes with increased outflow resistance. It has been proposed as a test substance for the detection of early ocular hydrodynamic disorders...
  7. Abete P, Caccese P, Landino P, Cioppa A, Abate R, Ciaburri F, et al. Role of aging on electrical, mechanical, and coronary modification induced by ouabain and epinine in isolated rat heart. Cardiovasc Res. 1994;28:358-64 pubmed
    ..The aim of this study was to examine the effects of aging on cardiac response to digitalis and an adrenergic agonist used clinically...
  8. Munoz Munoz J, Garcia Molina F, Varon R, Tudela J, García Cánovas F, Rodríguez López J. Kinetic cooperativity of tyrosinase. A general mechanism. Acta Biochim Pol. 2011;58:303-11 pubmed
  9. Said S, Bucx J, Dankbaar H, Huizing G, van Gilst W. Ibopamine-induced reversible leukopenia during treatment for congestive heart failure. Eur Heart J. 1993;14:999-1001 pubmed
    ..After withdrawal of ibopamine and under continuation of all other concomitant medications her body weight continued to decrease during the following few days, her symptoms were alleviated and she was discharge to a nursing home...
  10. Brodde O, Klusmann I, Wojcik M, Man in t Veld A, Boomsma F, Michel M. Lack of desensitization of alpha- and beta-adrenoceptor function during chronic treatment of healthy volunteers with ibopamine, an orally active dopamine receptor agonist. Eur J Clin Pharmacol. 1993;44:283-6 pubmed
  11. Mueller M, Yuan J, Felim A, Neudorffer A, Peters F, Maurer H, et al. Further studies on the role of metabolites in (+/-)-3,4-methylenedioxymethamphetamine-induced serotonergic neurotoxicity. Drug Metab Dispos. 2009;37:2079-86 pubmed publisher
  12. Pizarro N, de la Torre R, Farre M, Segura J, Llebaria A, Joglar J. Synthesis and capillary electrophoretic analysis of enantiomerically enriched reference standards of MDMA and its main metabolites. Bioorg Med Chem. 2002;10:1085-92 pubmed
  13. Patel N, Kumagai Y, Unger S, Fukuto J, Cho A. Transformation of dopamine and alpha-methyldopamine by NG108-15 cells: formation of thiol adducts. Chem Res Toxicol. 1991;4:421-6 pubmed
    ..Cytoplasmic DA levels, on the other hand, appear to be significantly lower due to MAO metabolism and vesicular storage, and therefore, DA appears less likely to form conjugates with thiol groups or participate in possible redox cycling...
  14. Ruffolo R, Goldberg M, Morgan E. Interactions of epinephrine, norepinephrine, dopamine and their corresponding alpha-methyl-substituted derivatives with alpha and beta adrenoceptors in the pithed rat. J Pharmacol Exp Ther. 1984;230:595-600 pubmed
    ..Furthermore, the results show that alpha-methylepinephrine is a potent beta adrenoceptor agonist, with an apparent 500-fold selectivity for beta-2 adrenoceptors over beta-1 adrenoceptors...
  15. Virno M, Sampaolesi R, Pecori Giraldi J, De Gregorio F, Taloni M, Brusini P, et al. Ibopamine: D1-dopaminergic agonist in the diagnosis of glaucoma. J Glaucoma. 2013;22:5-9 pubmed publisher
  16. Shebuski R, Smith J, Ruffolo R. Effect of dopamine, ibopamine, and epinine on alpha- and beta-adrenoceptors in canine pulmonary circulation. Fundam Clin Pharmacol. 1989;3:211-21 pubmed
  17. Elayan I, Gibb J, Hanson G, Lim H, Foltz R, Johnson M. Short-term effects of 2,4,5-trihydroxyamphetamine, 2,4,5-trihydroxymethamphetamine and 3,4-dihydroxymethamphetamine on central tryptophan hydroxylase activity. J Pharmacol Exp Ther. 1993;265:813-8 pubmed
    ..Incubating the enzyme under reducing conditions failed to restore the enzyme activity to control levels.(ABSTRACT TRUNCATED AT 250 WORDS)..
  18. Teisman A, van Veldhuisen D, Scholtens E, Maselbas W, van Gilst W. Effects of selective dopaminergic receptor stimulation on ventricular remodeling after experimental myocardial infarction in rats. J Card Fail. 1997;3:199-205 pubmed
    ..Therefore, a search for more selective dopaminergic agonists remains important. Z1046 is such a compound...
  19. Smit A. Dopamine in heart failure and critical care. Clin Exp Hypertens. 2000;22:269-76 pubmed
    ..In conclusion, controlled clinical trials remain mandatory to assess the overall clinical effects of dopamine in critical care...
  20. de Mey C, Enterling D, Meineke I. Pharmacokinetic and pharmacodynamic interactions between single oral doses of ibopamine and food in normal man. Arzneimittelforschung. 1989;39:1138-43 pubmed
    ..These effects were furthermore subject to significant food interaction. It therefore appeared that food resulted in a profound blunting of both ibopamine's pharmacokinetic and pharmacodynamic characteristics...
  21. Mueller M, Peters F, Ricaurte G, Maurer H. Validated liquid chromatographic-electrospray ionization mass spectrometric assay for simultaneous determination of 3,4-methylenedioxymethamphetamine and its metabolites 3,4-methylenedioxyamphetamine, 3,4-dihydroxymethamphetamine, and 4-hydroxy-3-met. J Chromatogr B Analyt Technol Biomed Life Sci. 2007;855:262-70 pubmed
    ..The present method should prove useful for acquiring pharmacokinetic and toxicokinetic data in squirrel monkeys...
  22. Holubarsch C, Just H. The safety profile of ibopamine, an alternative substance for treatment of chronic heart failure. Cardiology. 1990;77 Suppl 5:1-8 pubmed
    ..It is concluded that ibopamine is a safe drug which may become an interesting alternative or additive therapy for patients with chronic heart failure...
  23. Barabino A, Galbariggi G, Pizzorni C, Lotti G. Comparative effects of long-term therapy with captopril and ibopamine in chronic congestive heart failure in old patients. Cardiology. 1991;78:243-56 pubmed
    ..The study provides evidence of the clinical usefulness of both captopril or ibopamine in the long-term treatment of CHF in old patients. The safety profile of each drug will suggest the preferred therapeutic application...
  24. van de Luit L, Van der Meulen J, Cleophas T, Zwinderman A. Amplified amplitudes of circadian rhythms and nighttime hypotension in patients with chronic fatigue syndrome: improvement by inopamil but not by melatonin. Angiology. 1998;49:903-8 pubmed
    ..Patients with CFS have increased amplitudes of circadian rhythms and systolic blood pressures consistently below 100 mm Hg during the nighttime. Positive inotropic compounds may be beneficial in such patients, but melatonin may not be...
  25. Fonseca C, Gouveia R, Ceia F, Mota E, Coelho E, Gil V, et al. [Ibopamine in the treatment of congestive heart failure. Multicenter follow-up study]. Rev Port Cardiol. 1992;11:515-23 pubmed
    ..To assess safety and efficacy of ibopamine, 200 mg TID, added to conventional treatment of congestive heart failure...
  26. Magacho L, Reis R, Pigini M, Avila M. [2% ibopamine vs. water-drinking test as a provocative test for glaucoma]. Arq Bras Oftalmol. 2008;71:499-503 pubmed
    ..To compare the 2% ibopamine provocative test with the water drinking test as a provocative test for glaucoma...
  27. Ensslin H, Kovar K, Maurer H. Toxicological detection of the designer drug 3,4-methylenedioxyethylamphetamine (MDE, "Eve") and its metabolites in urine by gas chromatography-mass spectrometry and fluorescence polarization immunoassay. J Chromatogr B Biomed Appl. 1996;683:189-97 pubmed
    ..Furthermore, this GC-MS procedure allowed the simultaneous detection of most of the toxicologically relevant drugs...
  28. Cosin Aguilar J, Cruz Fernandez J, de Teresa Galvan E, Ferreira Montero I, Lopez Sendon J, Soler Soler J, et al. [Neurohormonal factors in heart failure (and III)]. Rev Esp Cardiol. 1996;49:405-22 pubmed
  29. Marchetti P, Sabino F, Giannarelli R, DiCarlo A, Cicchetti V, Navalesi R. Safety of ibopamine in type II diabetic patients with mild chronic heart failure. A double-blind cross-over study. Cardiology. 1990;77 Suppl 5:57-62 pubmed
    ..We conclude that ibopamine 100 mg t.i.d. does not affect metabolic control and lipid pattern in type II diabetic patients, therefore representing a safe tool for the treatment of chronic heart failure in these patients...
  30. Miller J, Selhub J, Joseph J. Oxidative damage caused by free radicals produced during catecholamine autoxidation: protective effects of O-methylation and melatonin. Free Radic Biol Med. 1996;21:241-9 pubmed
    ..These findings suggest that O-methylation and melatonin may be important components of the brain's antioxidant defenses against catecholamine autoxidation and may protect against consequent dopaminergic neurodegeneration...
  31. Elayan H, Kennedy B, Ziegler M. Cardiac atria and ventricles contain different inducible adrenaline synthesising enzymes. Cardiovasc Res. 1990;24:53-6 pubmed
    ..About one third of cardiac adrenaline may be synthesised by the heart itself. The ventricular enzyme can synthesise adrenaline from noradrenaline, and N-methyldopamine from dopamine...
  32. Hiramatsu M, Kumagai Y, Unger S, Cho A. Metabolism of methylenedioxymethamphetamine: formation of dihydroxymethamphetamine and a quinone identified as its glutathione adduct. J Pharmacol Exp Ther. 1990;254:521-7 pubmed
    ..The formation of this quinone and its thiol adducts may account for some of the irreversible actions of this compound on serotonergic neurons...
  33. Salerno F, Incerti P, Badalamenti S, Lorenzano E, Graziani G, Morganti A, et al. Renal and humoral effects of ibopamine, a dopamine agonist, in patients with liver cirrhosis. Arch Intern Med. 1990;150:65-9 pubmed
    ..However, these properties of dopaminergic agents are apparently lost in patients with avid sodium retention...
  34. Kleber F, Thyroff Friesinger U. Ibopamine versus digoxin in the treatment of mild congestive heart failure. A double-blind, randomized, placebo-controlled trial. Cardiology. 1990;77 Suppl 5:75-80 pubmed
    ..We conclude that ibopamine monotherapy over 4 weeks has favourable effects on body weight and signs and symptoms of mild congestive heart failure without exerting major side effects. The efficacy is comparable to digoxin therapy...
  35. Dei Cas L, Metra M, Nodari S, Visioli O. Efficacy of ibopamine treatment in patients with advanced heart failure: purpose of a new therapeutic scheme with multiple daily administrations. J Cardiovasc Pharmacol. 1989;14 Suppl 8:S111-7 pubmed
    ..8 +/- 32.4 pmol/ml; after acute and repeated administration of ibopamine, free epinine plasma concentrations averaged 45.1 +/- 14.5 and 62.2 +/- 12.7 pmol/ml, respectively.(ABSTRACT TRUNCATED AT 250 WORDS)..
  36. Riggs R, McKenzie A, Byrn S, Nichols D, Foreman M, Truex L. Effect of beta-alkyl substitution on D-1 dopamine agonist activity: absolute configuration of beta-methyldopamine. J Med Chem. 1987;30:1914-8 pubmed
    ..The absolute configuration of beta-methyldopamine was determined to be R-(+) and S-(-). Evaluation of (R)-(+)- and (S)-(-)-beta-methyldopamine revealed no enantioselectivity for stimulation of adenylate cyclase...
  37. Walsh J, Andrews R, Evans A, Cowley A. Failure of "effective" treatment for heart failure to improve normal customary activity. Br Heart J. 1995;74:373-6 pubmed
    ..To examine the effects of drug treatment on laboratory exercise tests in relation to measures of daily activity in patients with chronic heart failure...
  38. Kujacic M, Carlsson A. In vivo activity of tyrosine hydroxylase in rat adrenal glands following administration of quinpirole and dopamine. Eur J Pharmacol. 1995;278:9-15 pubmed
    ..The data support the view that stimulation of peripherally located dopamine D2-like receptors can enhance the rate of adrenal catecholamine synthesis by stimulating the activity of tyrosine hydroxylase...
  39. Pouleur H, Raigoso J, Rousseau M. Dopaminergic drugs in the management of chronic heart failure. Eur Heart J. 1991;12 Suppl C:29-34 pubmed
    ..Further studies are, however, needed to specify the exact role of this therapeutic approach in comparison with other agents, such as ACE inhibitors, also able to modulate neuro-humoral activation in heart failure...
  40. Accorinti M, Ciapparoni V, Pirraglia M, Pivetti Pezzi P. Treatment of severe ocular hypotony in AIDS patients with cytomegalovirus retinitis and cidofovir-associated uveitis. Ocul Immunol Inflamm. 2001;9:211-7 pubmed
    ..To describe the medical treatment of severe ocular hypotony in HIV-seropositive patients with cytomegalovirus retinitis and cidofovir-associated uveitis...
  41. Werle E, Lenz T, Strobel G, Weicker H. 3- and 4-O-sulfoconjugated and methylated dopamine: highly reduced binding affinity to dopamine D2 receptors in rat striatal membranes. Naunyn Schmiedebergs Arch Pharmacol. 1988;338:28-34 pubmed
    ..The high affinity binding sites were interconvertible by 100 mumol/l guanyl-5-yl imidodiphosphate [Gpp(NH)p], resulting in a homogenous affinity state of DA receptors (KD = 2.8 mumol/l).2+ off..
  42. Taniguchi H, Iwasaka T, Sugiura T, Takayama Y, Sumimoto T, Onoyama H, et al. Hemodynamic response to ibopamine in acute myocardial infarction. Arzneimittelforschung. 1990;40:428-31 pubmed
    ..From these findings it is considered that ibopamine should be administered with care to patients with multivessel coronary disease...
  43. Schwaninger A, Meyer M, Huestis M, Maurer H. Development and validation of LC-HRMS and GC-NICI-MS methods for stereoselective determination of MDMA and its phase I and II metabolites in human urine. J Mass Spectrom. 2011;46:603-14 pubmed publisher
  44. Cocchieri M, Alunni G, Del Favero A, Fortunati F, Bardelli G, Capponi E, et al. Comparative effects of ibopamine and captopril in mild congestive heart failure. Focus on the long-term effects of inodilation on ventricular arrhythmias. Cardiology. 1990;77 Suppl 5:36-42 pubmed
    ..Our results show that ibopamine exerts no significant effects on either heart rate or ventricular arrhythmias and that indexes of left ventricular function are not modified by any treatment in mild congestive heart failure...
  45. Hayashida W, Kumada T, Kawai C. [New oral drugs for the treatment of congestive heart failure]. Nihon Rinsho. 1992;50:413-9 pubmed
    ..However, careful long-term clinical trials are required with regard to the efficacy and adverse effects before these agents are widely used with safety in the management of CHF...
  46. Magacho L, Costa M, Dessimoni A, de Avila M. Comparison between the 1% and 2% ibopamine provocative test in primary open-angle glaucoma patients: sensitivity, specificity and tolerability. Arq Bras Oftalmol. 2006;69:695-9 pubmed
    ..To compare intraocular pressure (IOP) rise in normal individuals and primary open-angle glaucoma patients and the safety and efficacy of ibopamine eye drops in different concentrations as a provocative test for glaucoma...
  47. Lundberg B, Behndig A. The mydriatic effect of intracameral epinine hydrochloride. Invest Ophthalmol Vis Sci. 2009;50:5336-8 pubmed publisher
    ..To compare the mydriatic effect and the short-term corneal endothelial safety of intracamerally injected N-methyl-3,4-dihydroxyphenylamine (epinine) to phenylephrine in a porcine eye model...
  48. Marchetti G. Pharmacological profile of ibopamine. A summary of experiments on anaesthesized dogs. Cardiology. 1990;77 Suppl 5:22-9 pubmed
    ..Epinine is the active metabolite of ibopamine and is more active than dopamine on DA1, DA2, alpha 1, alpha 2 and beta 1 and beta 2 receptors. Ibopamine can be safely associated with captopril and digoxin but not with nifedipine...
  49. Brouwer J, van Veldhuisen D, Man in t Veld A, Dunselman P, Boomsma F, Haaksma J, et al. Heart rate variability in patients with mild to moderate heart failure: effects of neurohormonal modulation by digoxin and ibopamine. The Dutch Ibopamine Multicenter Trial (DIMT) Study Group. J Am Coll Cardiol. 1995;26:983-90 pubmed
    ..This study assessed the effects of digoxin and ibopamine on variables of heart rate variability in relation to neurohormonal activation...
  50. Virno M, De Gregorio F, Pannarale L, Arrico L. Topical ibopamine and corticosteroids in the treatment of post-surgery ocular hypotony. Int Ophthalmol. 1996;20:147-50 pubmed
    ..The aim of the present preliminary study, performed on post-surgical hypotony, was the evaluation of the effects on ocular hypotony of the concomitant administration of ibopamine and corticosteroids...
  51. Fleury M, Neudorffer A, Felim A, Blanco M, Monnet F, Largeron M. [Metabolites of ecstasy and cytotoxicity effects]. Ann Pharm Fr. 2009;67:91-6 pubmed publisher
    ..The second one is an assay of cellular viability, performed on rat hippocampal pyramidal neurons. It confirms that some of these metabolites exhibit a noticeable cytotoxicity by markedly eliciting both necrosis and apoptosis markers...
  52. Metra M, Dei Cas L. Clinical efficacy of ibopamine in patients with chronic heart failure. Clin Cardiol. 1995;18:I22-31 pubmed
    ..It is also possible that ibopamine will improve survival in these patients. Large-scale trials are needed to assess the effects on morbidity and mortality when ibopamine is added to ACE inhibitors, diuretics, and possibly digitalis...
  53. Landers J, Ullrich K, Craig J. Ibopamine challenge testing becomes negative following successful trabeculectomy surgery. Clin Exp Ophthalmol. 2016;44:166-9 pubmed publisher
    ..The ibopamine challenge test correlates well with a patient's peak diurnal intraocular pressure (IOP) measurement. We aimed to investigate the effect that a functioning trabeculectomy has on the ibopamine challenge test...